I met her several months ago at a munch. She had a classic Domme look to her, due in no small part to the leather she was wearing. She was in her early fifties with a nice body. I wasn’t looking for an older Domme, but something about her struck me. Her look opened up that fantasy of being taught how to please a woman. I hesitated to approach her, because she had enough subtlety to her look that I thought maybe she wasn’t even there for the munch. After a while I was close to approaching, but I missed my chance. I only ended up approaching her as I was about to leave. I went home and stroked quite a bit. I was caught up in a fantasy of doing it in front of her, awaiting her instruction.
I let it go for a while. In part due to being more of a Sir at the time. I had My girls to take care of, but in the process I envied them a bit. I envied the thrill of the mystery of not knowing how far off the next orgasm was and wondering what tasks would come before the next orgasm. When I freed My girls, I felt no strong urge to search for another girl.
I approached Her in a message and she responded. She liked the idea of orgasm control, but she liked humiliation and I did not. Messages went back and forth slowly, then stopped.
A much was less than a week away and I planned on attending. I fantasized about seeing Her while my balls were plump from denial. I messaged Her again in a last attempt to get Her attention. This time I thought I’d audition, I’d tease myself for a long time and keep sending messages. I had a spill in the process and thought all was lost. She finally responded by saying that I needed help with that. The pace of our communication picked up considerably. She gave me instructions and insisted that I come to the munch so we could meet.
Very shortly into the munch She reached into Her purse and pulled out a cock ring and instructed me to go put it on. She allowed me three strokes in the process. It was such a thrill to go into the restroom and do as I was told. I was at half mast as I left. I had a spill the night before and She knew of it, but I felt like I had been denied much longer. I anticipated it was the beginning of a long stretch without a full orgasm as She had already hinted, but early in the night She told me her plans. She told me that before I left She would take off Her panties and send me home with them so I could jerk off into them. I was so thrilled at the thought. On occasion She would rub my leg and even grab and my cock and balls through my pants as she reminded me that they were now Hers. I would have loved if She constantly did it, but I was thrilled by how She just seemed to do it at Her whim. I savored each touch as if it were the last.
As I was about to leave She gave me a reminder of Her control. I had spent the time thinking of cumming into Her panties as if it was a quick jerk, but She had instructions. I was to have three 10 minute sessions with at least one edge each before I could cum. I was thrilled to have further instruction and embarrassed that I got so lost in the thought of cumming with Her panties that I forgot to ask how She would like for me to do it.
When I got home I took a nice sniff of Her worn panties to enjoy my new Mistresses’ aroma. Then I began to stroke with them. The first session was a bit awkward. I had to find out how I wanted stroke with Her panties and I had to take pics for Her. During the second session it really dawned on me that I was jerking off with Her worn panties. The same fabric that spent hours next to Her pussy was now rubbing up against my cock. Edges cam quickly and precum was dripping all over the place. I was teetering on a desire to be careful to keep Her cum inside me and a desire to edge and edge and edge for Her. The third session was a bit more tame. I was close to the finish line and I didn’t want to spoil my report with a confession that I came too soon when I was allowed to cum only minutes away. Still, I was so eager to cum and wanted to do so the moment I was allowed. The last minute was filled with anticipation. When I finally got to cum it was amazing. Since I came directly into Her panties there was not the visual evidence of long, bountiful shots of cum, but I knew it felt good and I knew I was making a mess as the evidence dripped down on the desk below. I jerked and jerked and jerked as I tried to get every drop of cum out. I didn’t know when She would let me cum again, so I was determined to ease my future denial as much as I could. The next day I felt so naughty. I felt like I had gotten away with something. I felt like I had stolen Her panties and defiled them.
Unfortunately, things fell apart quickly after that night.